Polydatin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	0ac939f6-e26b-4ba7-a147-3decbe72f378
Taxonomy	Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name	(2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
InChI Key	HSTZMXCBWJGKHG-CUYWLFDKSA-N
Popularity	653 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₀H₂₂O₈
Molecular Weight	390.40 g/mol
Exact Mass	390.13146766 g/mol
Topological Polar Surface Area (TPSA)	140.00 Å²
XlogP	1.70
Atomic LogP (AlogP)	0.45
H-Bond Acceptor	8
H-Bond Donor	6
Rotatable Bonds	5

Synonyms

Top

27208-80-6

Trans-Piceid

3,4,5-Trihydroxystilbene-3-beta-monoglucoside

3,4,5-Tsg

Resveratrol 3-beta-mono-D-glucoside

Resveratrol 3-O-beta-glucopyranoside

CHEBI:8198

XM261C37CQ

3,4'-5-Trihydroxystilbene-3-beta-D-glucopyranoside

resveratrol 3-O-beta-D-glucoside

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7754	77.54%
Caco-2	-	0.9112	91.12%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6082	60.82%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7386	73.86%
P-glycoprotein inhibitior	-	0.8421	84.21%
P-glycoprotein substrate	-	0.9564	95.64%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.8716	87.16%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.8555	85.55%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.9329	93.29%
CYP2C8 inhibition	+	0.5543	55.43%
CYP inhibitory promiscuity	-	0.5977	59.77%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6352	63.52%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8273	82.73%
Skin irritation	-	0.8444	84.44%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5167	51.67%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.9498	94.98%
skin sensitisation	-	0.8099	80.99%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6328	63.28%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	+	0.5728	57.28%
Androgen receptor binding	+	0.5778	57.78%
Thyroid receptor binding	+	0.6521	65.21%
Glucocorticoid receptor binding	-	0.5505	55.05%
Aromatase binding	+	0.7383	73.83%
PPAR gamma	+	0.7857	78.57%
Honey bee toxicity	-	0.7190	71.90%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8347	83.47%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	19952.6 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	31622.8 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	35481.3 nM	Potency	via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	28183.8 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.04%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.84%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.79%	95.93%
CHEMBL3194	P02766	Transthyretin	92.41%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	92.04%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	89.95%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.29%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.54%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.78%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.48%	91.71%
CHEMBL2581	P07339	Cathepsin D	85.39%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.11%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.36%	89.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.52%	85.00%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Abies nephrolepis

Acacia adunca

Aconitum heterophylloides

Aconitum seravschanicum

Adansonia grandidieri

Adiantum philippense

Alkekengi officinarum

Ampelopsis glandulosa var. brevipedunculata

Annona cornifolia

Anthoshorea roxburghii

Aphyllocladus denticulatus

Arachis hypogaea